Published on Jan. 1, 1994 in Nucleosides and Nucleotides volume 13:8, 1721-1738.

DOI: 10.1080/15257779408009476

Abstract:

An efficient and facile syntheses of 5'-0-(4,4'-dimethoxytrityl)- 3'-[2-~yanoethybli s(1-methylethyl)]phosphoramidites of 2-Nmethyl- 2'-deoxy-yr-isocytidine (h), 2-N-methyl-2'-deoxy-a-y-isocytidine (l3), 2-N-methyl-2'-O-allyl-y1-isocytidi(nUe ),1 ,3-dimethyl-2'-deoxy-yruridine (a) and N l-methyl-2'-O-allyl-y-uridine( B)h ave been accomplished in good overall yields. The pyrimidine-pyrimidine transformation reaction was found to be useful for the preparation of 2-N-methyl-2'-0- allyl-y-isocytidine (U). The utility of these novel phosphoramidites is demonstrated by their incorporation into oligonucleotides via solidsupport, oligonucleotide methodology.